S$ 473 Find Cheap Flights from Chicago to Singapore

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Singapore departing on 25-9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Best Singapore Flight Deals from Chicago

Cheapest return prices found by our users on KAYAK in the last 72 hours
Singapore
Singapore1 stopS$ 902
Singapore
Singapore1 stopS$ 902

Cheap Flights from Chicago to Singapore

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Chicago to Singapore that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Chicago to Singapore

Mon, 20 Oct - Mon, 3 Nov
Air India Logo
13:10 - 21:45ORD-SIN
43h 35m1 stop
Air India Logo
23:00 - 06:30SIN-ORD
45h 30m1 stop
S$ 902Air India
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Sun, 26 Oct - Sun, 2 Nov
Korean Air Logo
12:15 - 00:10ORD-SIN
22h 55m1 stop
Korean Air Logo
10:40 - 09:30SIN-ORD
35h 50m1 stop
S$ 913Korean Air
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Mon, 3 Nov - Mon, 10 Nov
Cathay Pacific Logo
14:40 - 05:40ORD-SIN
25h 00m1 stop
Cathay Pacific Logo
01:25 - 13:00SIN-ORD
25h 35m1 stop
S$ 915Cathay Pacific
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Mon, 3 Nov - Mon, 17 Nov
Cathay Pacific Logo
14:40 - 05:40ORD-SIN
25h 00m1 stop
Cathay Pacific Logo
20:15 - 13:00SIN-ORD
30h 45m1 stop
S$ 921Cathay Pacific
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Sun, 26 Oct - Sun, 2 Nov
Korean Air Logo
12:15 - 05:00ORD-SIN
27h 45m1 stop
Korean Air Logo
10:40 - 09:30SIN-ORD
35h 50m1 stop
S$ 922Korean Air
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Mon, 22 Sep - Mon, 29 Sep
Delta Logo
17:31 - 23:40ORD-SIN
41h 09m2 stops
Delta Logo
07:30 - 23:55SIN-ORD
29h 25m2 stops
S$ 941Delta
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Mon, 23 Feb - Thu, 26 Feb
Singapore Airlines Logo
18:50 - 17:45ORD-SIN
32h 55m1 stop
Singapore Airlines Logo
09:00 - 23:59SIN-ORD
28h 59m1 stop
S$ 1,042Singapore Airlines
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Mon, 3 Nov - Sun, 16 Nov
Delta Logo
06:45 - 05:00ORD-SIN
32h 15m2 stops
Delta Logo
01:35 - 08:30SIN-ORD
20h 55m1 stop
S$ 1,121Delta
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Wed, 8 Oct - Tue, 14 Oct
Turkish Airlines Logo
19:50 - 08:45ORD-SIN
23h 55m1 stop
Turkish Airlines Logo
10:15 - 09:40SIN-ORD
36h 25m1 stop
S$ 1,170Turkish Airlines
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Sat, 29 Nov - Tue, 2 Dec
Turkish Airlines Logo
11:50 - 10:00ORD-SIN
32h 10m1 stop
Turkish Airlines Logo
23:25 - 10:05SIN-ORD
24h 40m1 stop
S$ 1,179Turkish Airlines
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Booking Insights

KAYAK's insights & trends for Chicago to Singapore flights

Get data-powered insights and trends into flights from Chicago to Singapore to help you find the cheapest flights, the best time to fly, and much more.

What is the cheapest month to fly from Chicago to Singapore?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Singapore is February, when tickets cost S$ 1,092 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of return tickets is S$ 2,368 and S$ 1,832 respectively.

What’s the cheapest day of the week to fly from Chicago to Singapore?

The average price of all round-trip flights from Chicago to Singapore clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Singapore, you should consider leaving on a Wednesday and avoid Saturdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Tuesdays and the most expensive ones on Sundays.

How far in advance should I book a flight from Chicago to Singapore?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below-average price on the flight from Chicago to Singapore, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonApril
Cheapest flightS$ 473
Best time to beat the crowds (17% less expensive on average)
Most popular time to fly (61% more expensive on average)
Flight from Chicago O'Hare Airport to Singapore

FAQs - booking Singapore flights

  • How does KAYAK find such low prices on flights from Chicago to Singapore?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Singapore.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Singapore?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Singapore is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Singapore?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly from Chicago to Singapore with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Singapore?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Singapore up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Singapore?

    The cheapest time of day to fly to Singapore is generally in the evening, when retur flights cost S$ 1,799 on average. Morning departures are around 28% more expensive than evening flights, on average. The most expensive time of day to fly to Singapore is generally in the morning, which is peak travel time and where the average cost of a ticket is S$ 2,310.

Reviews of the top airline flying from Chicago to Singapore

 
Need help choosing which airline to fly with from Chicago to Singapore? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
Turkish AirlinesOverall score based on 3968 reviews
7.4Entertainment
7.4Food
7.3Comfort
7.3Boarding
7.7Crew
Airline reviews

Rude staff. I would avoid using the word racist but definitely partially or discriminatory. My 72 yrs old mother who is also disabled was traveling on this flight. She was the second passenger boarded to the plane. The First elderly couple ahead of my mother were allowed to use the airplane bathroom but my mother was denied entry stating it was for safety reasons. My mother objected the the couple in front of her were allowed but hostess still stated that due to the flight safety reasons she can’t use it. Even my mother explained that he is using blood pressure medication that’s why she have to use the restroom frequently but the crew continued arguing her. At one point the Mae attendent even suggested that if that’s the case my mother can urinate in her seat. The level of disrespect against an elderly lady is beyond my comprehension. This matter will be taken to the social media to shame the employees involved.

2.0 MediocreRaj, Sept 2025LAX - IST
Read more Turkish Airlines reviews

Rude staff. I would avoid using the word racist but definitely partially or discriminatory. My 72 yrs old mother who is also disabled was traveling on this flight. She was the second passenger boarded to the plane. The First elderly couple ahead of my mother were allowed to use the airplane bathroom but my mother was denied entry stating it was for safety reasons. My mother objected the the couple in front of her were allowed but hostess still stated that due to the flight safety reasons she can’t use it. Even my mother explained that he is using blood pressure medication that’s why she have to use the restroom frequently but the crew continued arguing her. At one point the Mae attendent even suggested that if that’s the case my mother can urinate in her seat. The level of disrespect against an elderly lady is beyond my comprehension. This matter will be taken to the social media to shame the employees involved.

my experience was great with Turkish airlines . the problem i encountered was with kayak booking. When I booked . it showed that im allowed a bag . and when I got to the airport, i had to pay $165 for one bag.

Not up to Business Class standards. Two of the three toilets were out of order. The hostesses were aware and didn’t show any responsible act to do something. Food quality was not what we expect from Turkish hospitality. Overall we were not impressed and disappointed.

During mid flight, try to get a flight attendant to help I couldn’t find one Otherwise, everything was perfect

I was not given basinett seat.The connecting flight was missed due to airline fault i was not accomodated for hotel.Drinks were normt served frewuently.Never travelling again on tirkish airlines.I always travel wiyh family by turkish airline but no more.zero stars

The crew were very hospitable and pleasant. The food was pretty good. Unfortunately, there was a flight delay of more than 2 hours. We're not sure why but it appeared to be outside the control of Turkish Airlines.

Bough tickets with luggage, but made me pay at Airport as well

The economy seat was so uncomfortable, had not enough leg room for 13 hours flight, front seat basket was broken and couldn’t hold anything, food quality was horrible( we got food poisoned ) we charged for logged which used to be free. We paid too much for this flight and very disappointed. Turkish air line better to make satisfy and respect people instead of find different way to scam people.

This is really the rating of two flights. JFK to IST then IST to NQZ. New York to Istanbul was good. Good crew and all positives. The flight to Astana was so bad that brought it all down. Crew was nonexistent above the minimum, seats were cramped, and it was hot on the plane. Turkish Airlines seems to be slipping down to US based carriers level.

The 2 agents on the check in counter were super nice , helpful and very polite. Boarding was like a 1 2 3, I would recommend Turkish airlines for your next trip.

Everything you need to know for your flight from Chicago to Singapore

Cabin class types available on flights to Singapore

Cabin classes available on flights to Singapore. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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